Potassium Carbonate → HCID 69961768, compound

HRID 1291321Notes

Reaction equation

HRID 1291321 reaction equation
[CH3:1][C:2]1(O)[S:12][C:5]2=[N:6][CH:7]=[C:8]([CH3:11])[C:9](=[O:10])[N:4]2[CH:3]1[CH3:13].[C:15](=[O:18])([O-])[O-].[K+].[K+].[Cl:21][C:22]1[CH:37]=[CH:36][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31](CBr)=[CH:30][CH:29]=2)=[O:27])=[CH:24][CH:23]=1>CN(C=O)C>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH2:15][O:18][C:7]3[N:6]=[C:5]4[S:12][C:2]([CH3:1])=[C:3]([CH3:13])[N:4]4[C:9](=[O:10])[C:8]=3[CH3:11])=[CH:30][CH:29]=2)=[O:27])=[CH:36][CH:37]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 69960872HCID 69960872, compound

Product 1

HCID 69961768HCID 69961768, compoundYield 33.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2,3,6-trimethyl-2-hydroxy-5H-thiazolo [3,2-a]pyrimidin-5-one (382 mg) and potassium carbonate (357 mg) in DMF (10 ml) was added 4-(4-chlorobenzoyl)benzyl bromide (581 mg) and the mixture was stirred at 80° C. for 2 hours. This reaction mixture was concentrated and the residue was diluted with water-ethyl acetate and extracted with ethyl acetate. Recrystallization from ethyl acetate gave the title compound as colorless solid (266 mg).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. additionthe residue was diluted with water-ethyl acetate
  3. extractionextracted with ethyl acetate
  4. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-ec7a6ec9f0d346e8a178d0ab007b3a42
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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